2012 Fiscal Year Final Research Report
Syntheses of Bioactive Compounds using Functional Carbanions
| Project/Area Number |
22390002
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| Research Category |
Grant-in-Aid for Scientific Research (B)
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| Allocation Type | Single-year Grants |
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| Section | 一般 |
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| Research Field |
Chemical pharmacy
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| Research Institution | Kyushu University |
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Principal Investigator |
SHINDO Mitsuru 九州大学, 先導物質化学研究所, 教授 (40226345)
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| Project Period (FY) |
2010 – 2012
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| Keywords | 有機化学 / 合成化学 / 薬学 / 全合成 / アルカロイド / フローリアクター |
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| Research Abstract |
Functional carbanions, such as ynolates and gem-dianions, and their new reactions were developed, and bioactive compounds were synthesizedvia these new reactions. Total synthesis stemonamine, one of contents of traditional Chinese medicine, Stemona japonica, was achieved by using the tandemreaction initiated by ynoaltes. New reactive species, gem-dianions, were generated by double lithiation of dibromoamides. Using the dianions, tandem aromatic substitution-electrocyclic reaction affording benzoisoqunoline was developed. An -heteroatom effect of olefination with ynoaltes revealed the high reactivity of -alkoxy esters towards olefination. Using a flow microreactor, ynolates could beprepared at ambient temperature
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[Journal Article] Key Structural Features of cis-Cinnamic Acid as an Allelochemical2012
Author(s)
Masato Abe, Keisuke Nishikawa, Hiroshi Fukuda, Kazunari Nakanishi, Yuta Tazawa, Tomoya Taniguchi, So-young Park, Syuntaro Hiradate, Yoshiharu Fujii, Katsuhiro Okuda, Mitsuru Shindo
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Journal Title
Phytochemistry
Volume: 84
Pages: 56-67
URL
Peer Reviewed
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